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Jim Singleterry
Jim Singleterry is the founder of RoofSmart™ and a leading authority in the American roofing and gutter industry. A second-generation builder, Jim was raised on his father’s job sites in California, developing a foundational "boots-on-the-ground" expertise before earning a Computer Science degree from Washington State University. Jim is what happens when you combine technical, data-driven precision with the grit of a master tradesman. While he spent years in leadership at industry giants like LeafFilter® and founded the Seattle market's premier gutter company, Leafless in Seattle®, his true differentiator is his relentless commitment to the field. Over the last 15 years, Jim has personally consulted on over 3,000 individual projects—maintaining a staggering pace of 200 personal site visits per year. This deep, hands-on data set allows Jim to provide homeowners with "expert-biased" advice that most contractors simply cannot match. He doesn't just manage projects; he diagnoses them with a level of technical accuracy rarely seen in the trades. An Amazon Wall Street Journal Bestselling Author, Jim co-authored Empathy and Understanding in Business with legendary FBI negotiator Chris Voss, bringing the art of tactical empathy to the home improvement experience. As a member of the National Roofing Contractors Association (NRCA) and the Roofing Contractors of Washington (RCAW), Jim continues to lead RoofSmart™ with a simple, uncompromising mission: providing the Competence, Integrity, and Value that every homeowner deserves.
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Talk to an ExpertWhat's the Best Roof Material to Protect Your Home from a Tree Strike?
February 27th, 2026|4 min read